House Sitting in Red Oak Heights, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

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Alicia S.
1.
Trustworthy, Loving, Genuine, SillyMurray Hill, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Alicia is fantastic! She did an excellent job caring for our pets, was respectful of our home & was open and transparent in communication. Alicia was incredibly… (more)

from
$100
per night
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Blythe R.
2.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe was so wonderful with our senior Cavalier. Great communication and I came home to a spotless house and a happy well loved pup. I’d absolutely recommend h… (more)

from
$45
per night
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Hillery F.
Happy to help!Greendale, WI, 53129
House Sitting, Drop-In Visits, Dog Walking

Hillery was wonderful with our two high energy terrier mixes and our two cats. She was super patient with them and took excellent care of them while we were awa… (more)

from
$75
per night
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Ali M.
4.
Ali 
Verified Background Check
I love dogs, cats, and herptiles !Town Of Lake, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Ali gave me such peace of mind when she watched my cat for the weekend. I’ve never used any pet sitting or boarding services prior to meeting Ali, so I really d… (more)

from
$50
per night
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Alison W.
5.
I love all fluff ballsNew Berlin, WI, 53151
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Alison did grow up with Golden Retrievers, from puppy to adult. she loves animals and always had. she will be a great person to help someone else out with th… (more)

from
$50
per night
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Your pet's are family 🐶❤West Allis, WI, 53227
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Lisa was wonderful with our pups. I had a concern that there might be some anxiety with our new rescue, but they LOVED her right away. That says a lot. She sent… (more)

from
$28
per night
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7.
Love Them Like My OwnBluemound Heights, Milwaukee, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Laura was a fantastic fit for our needs and with our dog, Wally. She stayed at our home for an extended period of time and let him out as needed. She went above… (more)

from
$40
per night
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8.
I ❤️ ANIMALS and ANIMALS ❤️ Me!Franklin, WI, 53132
House Sitting, Drop-In Visits, Dog Walking

Peter was great! Friendly, took pics, followed directions, communicated well with quick response times, was flexible with my schedule & kept my home just as I l… (more)

from
$30
per night
9.
** Mission: meet ALL the dogs **Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

I can't say enough about how great Rachel is! Bunnies are very hard to care for, and she does it at an all-star level. We came home to clean, happy bunnies and… (more)

from
$27
per night
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10.
♡ A home away from home! ♡West Allis, WI, 53219
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Sabina was fantastic with our older dog Marley. She was caring and attentive, and took great care of our pet and our home. She sent multiple updates and pict… (more)

from
$60
per night
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11.
Part-time vet Tech FT Pet loverMaitland Park, Milwaukee, WI, 53221
House Sitting, Drop-In Visits

Leeana was great! She continuously kept us updated. With her experience with pets in general and connection with our quirky pup, we knew she would be great! Tex… (more)

from
$35
per night
12.
Have loved animals since birth.Greenfield, WI, 53220
House Sitting, Drop-In Visits, Dog Walking

Amanda was great! She sent me photos of my pup, and I felt secure knowing she was taking good care of her. We will definitely book with Amanda again. (more)

from
$28
per night
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13.
Just an animal lover❤️Hales Corners, WI, 53130
House Sitting, Drop-In Visits, Dog Walking
7 years of experience

About: Hello! I’ve lived with all types of dogs (Ex.: German shepherds, Golden retrievers, Labs, Yorkies, Mini Australian Shepards) and cats my whole life! … (more)

from
$25
per night
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14.
I'll love them like my ownWest Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking

Erica was great! She kept me updated and sent pictures and videos and my dog looked happy and well cared for. Would not hesitate to book her again! (more)

from
$27
per night
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Pup CrawlGreenfield, WI, 53220
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have my own business, Pup Crawl, WWW.MILWAUKEEPUPCRAWL. COM. I do this additionally, to spend more time with animals. I have two dogs. Beetlejuice,… (more)

from
$40
per night
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16.
Experienced dog person availableWest Allis, WI, 53227
Dog Boarding, House Sitting, Dog Walking

Ellen did a great job watching our dogs for 5 nights, one of which has sever separation anxiety. She sent daily updates and pictures, which really helped us enj… (more)

from
$100
per night
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17.
Let me love your baby like my own!Milwaukee, WI, 53221
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

April is the only person I can fully trust when it comes to dog sitting my sweet pitbull. She truly cares for all pets as her own and gives them unconditional l… (more)

from
$50
per night
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I love to scratch ears and bellies!West View, Milwaukee, WI, 53227
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Jennifer did a great job house sitting. She sent me pictures of my doggies, followed all my instructions and communication was really good. I will definitely us… (more)

from
$28
per night
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19.
Dog mom who loves all animals!Greenfield, WI, 53220
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Janice has both walked and watched my dog for a long time now and all I have to say is, she’s awsome with Luca my dog. She is very patient with him as he can b… (more)

from
$75
per night
Confirmed availability: Memorial Day
20.
Animal Lover Looking to Help OtherMilwaukee, WI, 53220
House Sitting, Drop-In Visits, Dog Walking

Bethany is a reliable, thoughtful, and responsible person who I have had the pleasure of entrusting to look after my own pup. She excels at communication and ha… (more)

from
$25
per night

Dog lovers in Red Oak Heights, Milwaukee, WI love house sitters on Rover.com. Over 1,089 pet owners have reviewed house sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable house sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book house sitting? Check out our average house sitting rates to get an idea before contacting a house sitter near you.

Rover.com is the simple, savvy way to find and book Red Oak Heights house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Red Oak Heights, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Red Oak Heights house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Red Oak Heights, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including: